14167-20-5

Basic information

• Product Name: N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINONICKEL(II)
• Synonyms: Bis(salicylaldehyde)ethylenediiminatonickel;N,N'-Ethylenebis(salicylideniminato)nickel;Nickel, [[2,2'-[1,2-ethanediylbis(nitrilomethylidyne)]bis[phenolato]](2-)-N,N',O,O']-, (SP-4-2)-;Nickel, [[alpha,alpha'-(ethylenedinitrilo)di-o-cresolato](2-)]-;Nickel, [N,N'-ethylenebis(salicylaldiminato)]-;N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINONICKEL(II);[[2,2′-[1,2-Ethanediylbis[(nitrilo-κN)methylidyne]]bis[phenolato-κO]](2-)]nickel;[[α,α′-(Ethylenedinitrilo)di-o-cresolato](2-)]nickel
• CAS NO: 14167-20-5
• Molecular Formula: C₁₆H₁₄N₂NiO₂
• Molecular Weight: 324.99
• Product Categories: Catalysis and Inorganic Chemistry;Chemical Synthesis
• Mol File: 14167-20-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: >150 °C (decomp)
• Boiling Point: 498.2°Cat760mmHg
• Flash Point: 193.6°C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINONICKEL(II)(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINONICKEL(II)(14167-20-5)
• EPA Substance Registry System: N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINONICKEL(II)(14167-20-5)

Safety Data

• Hazard Codes: T
• Statements: 45-20/21/22-36/37/38-42/43
• Safety Statements: 53-26-36/37/39-45
• WGK Germany: 3
• Hazardous Substances Data: 14167-20-5(Hazardous Substances Data)

Usage

Description

N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINONICKEL(II) is a coordination compound that consists of a nickel(II) center coordinated to two ethylenediamine ligands, each of which is further coordinated to a salicylidine group. This complex is known for its catalytic properties and is widely utilized in various chemical reactions.

Uses

Used in Chemical Industry:
N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINONICKEL(II) is used as a catalyst for the covalent functionalization of multiwall carbon nanotubes. This application is significant as it allows for the modification of carbon nanotubes, enhancing their properties and expanding their potential applications in various fields, such as electronics and materials science.
Used in Organic Synthesis:
N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINONICKEL(II) is used as a catalyst for reduction reactions. It plays a crucial role in facilitating the conversion of functional groups in organic molecules, leading to the formation of products with desired properties. This application is essential in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Epoxidation Reactions:
N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINONICKEL(II) is used as a catalyst for epoxidation reactions. Epoxidation is an important process in organic chemistry, as it involves the conversion of alkenes to epoxides, which are valuable intermediates in the synthesis of various chemicals and materials.
Used in Intramolecular Cyclization:
N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINONICKEL(II) is used as a catalyst for reduction and intramolecular cyclization reactions. This application is vital in the synthesis of complex organic molecules, such as natural products and pharmaceuticals, where the formation of cyclic structures is essential for achieving the desired molecular architecture and biological activity.

Upstream product

• 124890-89-7 rac-(OC₆H₄CH(CH₂SC₆H₅)NHCH₂CH₂NCHC₆H₄O)Ni 

Downstream Products

• 14167-12-5 N,N'-bis(salicylidene)ethylenediamine iron(II) 
• 12035-50-6 nickel disulfide 
• 198144-58-0 [Cu(C₆H₄CHNO)(C₃HNC₆H₅NCNH)(CH₂)3] 
• 198144-46-6 (N-salicylidene-N'-(2-phenylimidazol-4-ylmethylidene)-1,3-propanediamino)copper(II) perchlorate 
• 1313-99-1 nickel(II) oxide 
• 36913-44-7 [N,N'-ethylenebis(salicylideneaminate)]oxovanadium(IV) 

Relevant articles and documents

Sauerstoffaktivierung mit Uebergangsmetallkomplexen: Nickelkatalysierte Oxidation eines pentakoordinierten Substrats

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